4-Nitrophenol → Phosphinic acid, dimethyl-, p-nitrophenyl ester

HRID 1726082Notes

Reaction equation

HRID 1726082 reaction equation
[CH3:1][P:2](Cl)([CH3:4])=[O:3].[H-].[Na+].[CH:8]1[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][CH:11]=[C:10]([OH:17])[CH:9]=1>O1CCCC1>[N+:14]([C:13]1[CH:12]=[CH:11][C:10]([O:17][P:2]([CH3:4])([CH3:1])=[O:3])=[CH:9][CH:8]=1)([O-:16])=[O:15]

Participants

5

Reactant 3

HCID 9804-NitrophenolHCID 24758Sodium hydrideHCID 517954Dimethylphosphinic chloride

Product 1

HCID 166793Phosphinic acid, dimethyl-, p-nitrophenyl esterYield 26%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The dimethylphosphinic acid 4-nitrophenyl ester reactant is prepared according to procedure E using 500 mg of dimethylphosphinic chloride, 214 mg of sodium hydride (50% in oil), and 618 mg of p-nitrophenol in solution in 10 ml of tetrahydrofuran. 700 mg of expected product are collected. Yield=26%.

Workup

  1. custom700 mg of expected product are collected

Sources & evidence

ORD record
ord-bc896965a70a4185a42754af6b0c7f3c
Source dataset
uspto-grants-2009_02
Patent number
US07491710B2

Reaction notes

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